Hydrochloric Acid → 6-[6-((r)-3-Amino-pyrrolidin-1-yl)-pyridin-3-yl]-2-(4-chloro-phenyl)-6h-thieno[2,3-c]pyridin-7-one, hydrochloride

HRID 423428Notes

Reaction equation

HRID 423428 reaction equation
[NH2:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]2[N:12]=[CH:11][C:10]([N:13]3[CH:18]=[CH:17][C:16]4[CH:19]=[C:20]([C:22]5[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=5)[S:21][C:15]=4[C:14]3=[O:29])=[CH:9][CH:8]=2)[CH2:3]1.C(Cl)Cl.Cl>CO.CCO>[ClH:28].[NH2:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]2[N:12]=[CH:11][C:10]([N:13]3[CH:18]=[CH:17][C:16]4[CH:19]=[C:20]([C:22]5[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=5)[S:21][C:15]=4[C:14]3=[O:29])=[CH:9][CH:8]=2)[CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 247581026-[6-((R)-3-amino-pyrrolidin-1-yl)-pyridin-3-yl]-2-(4-chloro-phenyl)-6H-thieno[2,3-c]pyridin-7-one

Product 1

HCID 247581016-[6-((r)-3-Amino-pyrrolidin-1-yl)-pyridin-3-yl]-2-(4-chloro-phenyl)-6h-thieno[2,3-c]pyridin-7-one, hydrochlorideYield 93%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

Prepare the HCl salt by dissolving the free base in MeOH and CH2Cl2 then adding 1N HCl in EtOH and evaporating. Suspend the salt in Et2O and filter to give 0.386 g (93%) of the title compound. MS/ES m/z (35Cl) 423.0 [M+H]+.

Workup

  1. customevaporating
  2. filtrationfilter

Sources & evidence

ORD record
ord-aabb87edc62f46e181d8303ea79d0fcb
Source dataset
uspto-grants-2012_01
Patent number
US08101764B2

Reaction notes

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